Study On The Novel Photochromic Spiropyran Dyes With Functional Groups And Their Applications

In the dissertation, the novel photochromic spiropyran dyes containing functional cationic or cinnamoyl group were designed and synthesized. The relationship between chemical structures and their photochemical properties were also studied with UV-visible spectra, in which photoinitiative characteristics affected by the intermolecular electron transfer were monitored and applied in the photopolymerization.The objective compounds containing cationic or cinnamoyl moiety were successfully synthesized in 5 steps by using epichlorohydrin and 2-bromoethanol as reactive reagents, and the chemical structure of above compounds were conformed by API-ES-MS, ¹H-NMR, ¹³C-NMR, g-COSY and g-HSQC.The photochromismof spiropyran dyes containing functional cationic and cinnamoyl groups were studied by UV-Vis spectra and the results showed that spiropyran containing trimethyl amine cationic moiety exhibits negative photochromic properties because of trimethyl amine cationic group. In fact, it also exhibited acidchromic properties that are different from the spiropyran containing octadecylpropan amine cationic moiety which only displays normal photochromic properties during the irradiation process of UV light. Spiropyran containing cinnamoyl moiety both had normal photochromic properties and photopolymerization properties because of the photosensitive cinnamoyl group. The decoloration kinetics of the color form of spiropyran containing cinnamoyl moiety was studied and the stability of the color state doped in polymer spiropyran was checked too.Photopolymerization initiating system composed of spiropyrans as mentioned above and the radical source of hexaarylbisimidazoles(HABI) was produced. The initiating properties were monitored by Real-time Infrared spectroscopy in order to determine the conversion of double-bond at 810cm^-1 and 1640 cm^-1. It was found that the system which contains spiropyran residue exhibited much higher initiating efficiency than the one without having it in the photopolymerization of 2-phenoxyethylacrylate (POEA)/N-vinylcarbazole(NVC).The simple analysis for biochemical materials were finished with the spiropyran dyes containing functional cationic proups, for example the analysis of amino acid, thymosin and dye improved DNA gel electrophoresis were preliminary studied. Some special results were getted and should be improved in future work.